Andrei Cherkasov defeated Christian Grunes 6-4 6-2 in the Latvia F1 qualifying round on clay. Andrei Cherkasov extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-03-31 | Uzbekistan F1 | R32 | hard | Andrei Cherkasov | 6-3 2-0 |
| 2002-06-03 | Czech Rep F3 | R16 | clay | Christian Grunes | 6-1 6-4 |